1,2-Dibromoethane → 5-(2-Bromoethoxy)benzofurazan

HRID 1195679ノート

反応式

HRID 1195679 の反応式
[OH-].[Na+].[OH:3][C:4]1[CH:5]=[CH:6][C:7]2[C:8]([CH:12]=1)=[N:9][O:10][N:11]=2.[Br:13][CH2:14][CH2:15]Br>C(O)C>[Br:13][CH2:14][CH2:15][O:3][C:4]1[CH:5]=[CH:6][C:7]2[C:8]([CH:12]=1)=[N:9][O:10][N:11]=2

参加物

5

反応物 3

HCID 78391,2-DibromoethaneHCID 14798Sodium HydroxideHCID 1354568365-Hydroxybenzofurazan

生成物 1

HCID 190453515-(2-Bromoethoxy)benzofurazan

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Sodium hydroxide (40 mg. 1 mmol) was added to a solution of 5-hydroxybenzofurazan (136 mg, 1 mmol) in ethanol (2 ml) and the mixture was stirred at room temperature for 30 minutes, 1,2-dibromoethane (0.26 ml, 0.56 g, 3 mmol) was added and the mixture was heated under reflux for 20 hours, cooled and the solvent was evaporated under reduced pressure. Aqueous sodium bicarbonate (saturated, 10 ml) was added and the mixture was extracted with dichloromethane (3×10 ml). The combined organic fractions were dried (Na2SO4) and evaporated under reduced pressure. The residue was purified by flash column chromatography on silica gel, eluting with hexane/10% ethyl acetate to give the benzofurazan as a pale yellow oil (99 mg. 41%).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 20 hours
  3. temperaturecooled
  4. customthe solvent was evaporated under reduced pressure
  5. additionAqueous sodium bicarbonate (saturated, 10 ml) was added
  6. extractionthe mixture was extracted with dichloromethane (3×10 ml)
  7. dry with materialThe combined organic fractions were dried (Na2SO4)
  8. customevaporated under reduced pressure
  9. customThe residue was purified by flash column chromatography on silica gel
  10. washeluting with hexane/10% ethyl acetate

出典と根拠

ORDレコード
ord-8ec9a66ecdd04922bd2df1eee75c1d2d
出典データセット
uspto-grants-1992_05
特許番号
US05112824

反応ノート

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